HEXAMETHYLENETETRAMIN SALTS OF THE α-PHENYLQUINOLIN-γ-CARBOXYLIC ACIDS.



onion-n srs'rss rs NT ounce.

R IDOLF SCHW'ABE, OF HijCESl-ON-TWJ/IAIN, GEEMNY, ASSIGNOR T0 FARBWERKE VORM. MEISTER WC'UB 1, BRl'i'NING, 0F HtiCl-IST-ON-THE-MAIN, GERMANY, A

CORPORATION OF G-TL: 2:53.-

HEXAMETHYLENETETRAMIIT 355w (I? THE a-PHENYLQUINOLIN -CARBOXYLIC latented Oct. 21, 1913.

Serial No. 727,048

some.

1 ,026, 160, Spe ification of Letters Patent.

No Drawing. Application flies. ficr-ober 21, 1912.

To all whom, it may concern:

Be it known that I, RUooLr SCHWABE, Ph. D., chemist, a citizen of the Empire of Germany, residing at Hiichst-onthe'Main, Germany, have invented certain new and useful Im rovements in Hexamethylenetetramin Sa ts of the cE-Phenylquinolin-y-Car- The new compounds are produced by comblning the aforesaid carboxyhc acids containing the atom group:

cook! with the equimolecular proportion of hexamethylenctetramin in a suitable solvent, whereupon they can be isolated from the solution by crystallization or. precipitation. They are white, crystalline compounds, which are readily soluble in hot alcohol, difficultly soluble in water, insoluble in ether,

but dissolvingin alkalis and in an excess of diluted hydrochloric acid. By adding a small quantity of diluted hydrochloric acid the carboxylic acid is recovered from the compounds. They are of a bitter astringent taste. 1

The following example illustrates my invention: parts by Weight of hcxamethylenctetramin are boiled with 15 times its weight of absolute alcohol and there are then added 125 parts of a-phenylquinolin- -carboxylic acid, whereupon a solution is formed from WhlCll, on cooling, the new compound:

as-phenyl-quino1in-7-carboxylate of hexamethylenetetramin crystallizes out. Its formula may be given as follows:

It forms small crystals, soluble in hot Water and alcohol, insoluble in ether, melting and decomposing at about 185 C.

In the same manner may, for instance, be used the p-methoxyphenyl-cinchonic acid for preparing an analo ous compound.

Having now describe my invention, what I claim is:

1. As new roducts, the compounds of carboxylic aci s containing the atom group:

coon W Ff with hexamethylenetetramin, being white crystalline bodies, readily soluble in hot alcohol, difiicultly soluble in water, insoluble in ether, soluble in alkalis and in an excess of diluted hydrochloric acid, decom osing on addition of a small quantity of iluted hydrochloric acid with formation of the carboxylic acid, and having a bitter astringent taste.

2. As a new product, the compound of the phenylquinolin-y-carboxylic acid of the constitution 1'! U 1'1 it with hexamethylenetetramin, being a white crystalline body, which is readily soluble in hot alcohol, difiicultly soluble in water, in-

soluble in ether, soluble in alkalis and an In testimony whereof, I afiix my signs excess of diluted h drochlorjc acid, separatture in presence of two Witnesses.

ing on addition 0 a small quantity of di- RUDOLF SCHW'ABE.

lute-d l'lydrochloric acid the a-phenyl-quin0- Witnesses: 5 linq-carboxylic acid, being of a bitter as- I JEAN GRUND,

tringent taste. CARL GRUND. 

